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Leesburg Vacation Rentals

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Vacation Rentals in Leesburg

The Heirloom Inn

The Heirloom Inn

3 out of 5
644 N Donnelly St, Mount Dora, FL
The price is CA $104 per night from Aug 5 to Aug 5
Situated in Mount Dora, this apartment building is within a 15-minute walk of Donnelly Park and Gilbert Park. Country Club of Mount Dora and Wekiwa Springs State ...
3.9/5Good! (66 reviews)
"It is a beautifully and well kept / maintained old Victorian style little house turned into a comfy, cozy, inviting guest house. Checking in is as easy as getting to your own house, they just give you your key code and you're done. The ambience that the suite creates is unrivalled. Manager is super ..."

Reviewed on Jul. 31, 2021

The Heirloom Inn
Grand Oaks Resort

Grand Oaks Resort

3000 Marion County Road, Lady Lake, FL
Situated in Lady Lake, this golf cottage is within 6 mi (10 km) of The Orange Blossom Opry, Spanish Springs Town Square, and Harbor Hills Country Club. Lake ...
5/5Exceptional! (1 review)
"Bungalows are beautiful and very convenient when we are attending horse shows at Grand Oaks. It’s a great facility with beautiful, well cared for grounds and amenities."

Reviewed on Apr. 11, 2021

Grand Oaks Resort
Your Cottage ON THE Lake

Your Cottage ON THE Lake

Mount Dora, FL
Situated on the waterfront, this romantic cottage is within 3 mi (5 km) of Mount Dora Area Chamber of Commerce, Mount Dora Center for the Arts, and Donnelly ...
4.8/5Exceptional! (17 reviews)
Nice little cottage in a cool little town
"Happy with the stay and location. Nice owners"

Reviewed on Jul. 27, 2021

Your Cottage ON THE Lake
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European Meets Southern Charm in This 3 Bedroom Get Away in Mount Dora

European Meets Southern Charm in This 3 Bedroom Get Away in Mount Dora

Mount Dora, FL
Situated in Mount Dora, this vacation home is within 3 mi (5 km) of Eustis Square, Eustis Village Shopping Center, and Mount Dora Area Chamber of Commerce. Mount ...
4.9/5Exceptional! (10 reviews)
The Murray sisters getaway weekend!
"The property was in a great location, easy to find and close to stores and restaurants. The house was beautiful and well maintain, decorated very nicely, the pool was very clean and refreshing. The owners had plenty of towels and wash clothes in case you needed more. The only thing is that the grass ..."

Reviewed on Jul. 27, 2021

European Meets Southern Charm in This 3 Bedroom Get Away in Mount Dora
Lovely, Clean and Private Courtyard Villa Close to Sumter Landing

Lovely, Clean and Private Courtyard Villa Close to Sumter Landing

The Villages, FL
Situated in The Villages, this property is 0.6 mi (1 km) from Cane Garden Country Club and 2.7 mi (4.3 km) from The Villages Market Square. Lake Deaton and Lake ...
Lovely, Clean and Private Courtyard Villa Close to Sumter Landing
Mount Dora Cottages

Mount Dora Cottages

3 out of 5
221 East 4th Avenue, Mount Dora, FL
The price is CA $146 per night from Aug 12 to Aug 12
Situated in the historical district, this cottage is steps from Mount Dora Community Building, Donnelly Park, and Mount Dora Center for the Arts. Mount Dora ...
4.5/5Wonderful! (153 reviews)
"It should have TV in bedroom"

Reviewed on Jul. 9, 2021

Mount Dora Cottages
Augustine Drive 1820 by White Pelican VR

Augustine Drive 1820 by White Pelican VR

3 out of 5
1820 Augustine Drive, The Villages, FL
Located in Santo Domingo, this vacation home is within 2 mi (3 km) of Central Florida Health, Spanish Springs Town Square, and AdventHealth. Orange Blossom Hills ...
Augustine Drive 1820 by White Pelican VR
Vestridge Ave 3490 by White Pelican VR

Vestridge Ave 3490 by White Pelican VR

3.5 out of 5
3490 Vestridge Avenue, The Villages, FL
Located in Collier, this vacation home is 2.6 mi (4.1 km) from Lake Deaton and 2.9 mi (4.6 km) from Lake Okahumpka Park. The Villages Market Square and Continental ...
Vestridge Ave 3490 by White Pelican VR
This Mt Dora Home is Ready for You! Fireplace/front Porch Swing/internet

This Mt Dora Home is Ready for You! Fireplace/front Porch Swing/internet

Mount Dora, FL
Situated in Mount Dora, this vacation home is within 1 mi (2 km) of First Baptist Church of Mount Dora, Mount Dora Museum Of Speed, and Gilbert Park. Mount Dora ...
4.9/5Exceptional! (16 reviews)
Highly Recommend
"If I am ever back in the Mt Dora area I will try to rent this home again. Very quite street and having the garage to park in made it convenient as it rained every day we were there. The neighbors are nice and quite."

Reviewed on Jul. 14, 2021

This Mt Dora Home is Ready for You! Fireplace/front Porch Swing/internet
New! Quaint Tavares Sanctuary - Walk to Lake Dora!

New! Quaint Tavares Sanctuary - Walk to Lake Dora!

Tavares, FL
Situated in Tavares, this apartment building is within 1 mi (2 km) of Wooten Park and Florida Hospital Waterman. Eustis Village Shopping Center and AdventHealth ...
4/5Very Good! (1 review)
Weekend getaway for Renninger's
"Everything was as shown. Very cute place and property had a beautiful garden area. The owners were very nice! I would definitely stay again if there was a new mattress. Loved the little fireplace it warmed up the room great. They had water's in the fridge, hot chocolate or tea to make. Overall it ..."

Reviewed on Mar. 10, 2021

New! Quaint Tavares Sanctuary - Walk to Lake Dora!
Renovated "conch House" Studio With Private Entrance

Renovated "conch House" Studio With Private Entrance

Mount Dora, FL
The price is CA $100 per night from Aug 5 to Aug 5
Located in the heart of Mount Dora, this cottage is within a 10-minute walk of Mount Dora Community Building, Donnelly Park, and Mount Dora Center for the Arts. ...
4/5Very Good! (1 review)
Wonderful place to stay.
"Well managed, well manicured..fun place to stay!"

Reviewed on Apr. 19, 2021

Renovated "conch House" Studio With Private Entrance
Nuevo Leon Lane 610 by White Pelican VR

Nuevo Leon Lane 610 by White Pelican VR

3 out of 5
610 Nuevo Leon Lane, The Villages, FL
Situated in The Villages, this vacation home is 1.3 mi (2 km) from Spanish Springs Town Square and 2.5 mi (4.1 km) from The Villages Market Square. Central Florida ...
Nuevo Leon Lane 610 by White Pelican VR
Walk to Spanish Springs!newly Furnished Home! Golf Cart Included!wifi!

Walk to Spanish Springs!newly Furnished Home! Golf Cart Included!wifi!

The Villages, FL
Situated in The Villages, this romantic vacation home is 0.6 mi (0.9 km) from Spanish Springs Town Square and 3.1 mi (5 km) from The Villages Market Square. ...
4.8/5Exceptional! (18 reviews)
Wonderful
"The house was clean , comfortable, and well stocked The location was perfect! We had a great week here, we’d definitely come back"

Reviewed on May 22, 2021

Walk to Spanish Springs!newly Furnished Home! Golf Cart Included!wifi!
Studio 1910, a Private Cozy Getaway in the Heart of the Historic District

Studio 1910, a Private Cozy Getaway in the Heart of the Historic District

Mount Dora, FL
Located in the heart of Mount Dora, this vacation home is within a 15-minute walk of Mount Dora Community Building, Donnelly Park, and Mount Dora Museum Of Speed. ...
4.7/5Exceptional! (3 reviews)
Amazing Mount Dora Location
"We had an amazing time at Studio 1910 in Mt. Dora, Florida!! The studio was decorated beautifully and every detail made the space even more cozy and inviting. The location is awesome and centrally located. It was quiet and had a wonderful outdoor space for relaxing and unwinding. We could not have ..."

Reviewed on Jul. 25, 2021

Studio 1910, a Private Cozy Getaway in the Heart of the Historic District
Entire 3 Bedroom House in The Villages

Entire 3 Bedroom House in The Villages

The Villages, FL
This family-friendly The Villages resort is located in Santo Domingo, within 2 mi (3 km) of Central Florida Health and AdventHealth. Spanish Springs Town Square ...
5/5Exceptional! (14 reviews)
Clean and comfortable
"Property was clean, comfortable and well organized. Checkin was easy and well communicated. Host took care of Villages Guest Passes and they were waiting on the counter at arrival. Fully functional and respectably equipped kitchen and laundry. Location is a quick golf cart ride (easy to rent a golf ..."

Reviewed on Jul. 26, 2021

Entire 3 Bedroom House in The Villages
Lake Vibes Only ~ Mount Dora

Lake Vibes Only ~ Mount Dora

Mount Dora, FL
Located in the heart of Mount Dora, this vacation home is 2.6 mi (4.2 km) from Trimble Park and within 6 mi (10 km) of First Baptist Church of Mount Dora and ...
5/5Exceptional! (25 reviews)
Loved it!
"Nice and clean. Loved the lake 💙 We will definitely come back!"

Reviewed on Jul. 26, 2021

Lake Vibes Only ~ Mount Dora
The Villages Florida Tranquility On Thornburg Brand new Construction

The Villages Florida Tranquility On Thornburg Brand new Construction

Wildwood, FL
The price is CA $186 per night from Aug 6 to Aug 6
Situated in Wildwood, this vacation home is within 9 mi (15 km) of Continental Country Club, Lake Deaton, and Lake Okahumpka Park. The Villages Market Square ...
5/5Exceptional! (15 reviews)
Chose this property because location was close to Lake Panasoffee
"I am a gourmet cook, if I didn't bring a mixer, pots and other items ,cooking would have been difficult. So decided to eat out! Other than that we were all very happy!"

Reviewed on Jun. 22, 2021

The Villages Florida Tranquility On Thornburg Brand new Construction
Carolina Court 1311 by White Pelican VR

Carolina Court 1311 by White Pelican VR

3.5 out of 5
1311 Carolina Court, The Villages, FL
Located in Santiago, this vacation home is within 3 mi (5 km) of AdventHealth, Central Florida Health, and Glenview Champions Country Club. Spanish Springs Town ...
4/5Very Good! (1 review)
"Fantastic experience - EXCEPT - we were hopeful to be able to use the hot tub that is in the pictures...unfortunately, it was empty/not in service...very large two bedroom home and awesome patio spaces. No available golf cart, however, golf cart rentals are available. I would book again without the ..."

Reviewed on Nov. 25, 2018

Carolina Court 1311 by White Pelican VR
Cottage In Mount Dora

Cottage In Mount Dora

Mount Dora, FL
Located in the heart of Mount Dora, this cottage is within 1 mi (2 km) of Donnelly Park, Mount Dora Center for the Arts, and Mount Dora History Museum. Mount ...
4.3/5Excellent! (25 reviews)
Anniversary weekend
"We really enjoy visiting Mount Dora and this little cottage was perfect! Everything went smoothly and we had everything that we needed."

Reviewed on Jul. 15, 2021

Cottage In Mount Dora
The Sapphire Suite 4. 2 Queens, Twin Daybed, Twin Trundle. 6 Persons

The Sapphire Suite 4. 2 Queens, Twin Daybed, Twin Trundle. 6 Persons

Mount Dora, FL
The price is CA $169 per night from Aug 12 to Aug 12
Located in the heart of Mount Dora, this family-friendly aparthotel is steps from Donnelly Park, Mount Dora Community Building, and Mount Dora Center for the ...
5/5Exceptional! (8 reviews)
Quaint little place
"Enjoyed our stay very much. Small, but we didn’t need anything bigger. Perfect location to walk to shops and restaurants. Took my elderly mother for her birthday and she loved it! Would stay again!"

Reviewed on Jun. 20, 2021

The Sapphire Suite 4. 2 Queens, Twin Daybed, Twin Trundle. 6 Persons
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Other types of properties in Leesburg you may be interested in

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, The Villages, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 8 to Aug 8
Brownwood Hotel & Spa
Lakeside Inn

Lakeside Inn

3 out of 5
100 N Alexander St, Mount Dora, FL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Aug 5 to Aug 5
Lakeside Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Leesburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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